Kid-friendly holiday rentals in Chicago

I was only in town very briefly, but this was the perfect place to stay. The hosts were very easy to get a hold of and flexible. I walked to take the blue line very easily, and there was a nice grocery store I checked out as well as some nice looking restaurants along the walk. I would definitely stay here again!

Jennifer and David were awesome hosts! So friendly, helpful and accommodating! I had some of the best-ever homemade cookies that Jennifer baked! I'm hoping to make them my Evanston place when I return to the Chicago area annually. Thank you, Jennifer and David!!!

Joswe was so incredibly kind and accommodating! Being a solo traveler it felt like a home away from home. The space was clean and comfortable and felt very safe. Joswe even left freshly brewed hot coffee every morning along with breakfast! I couldn't recommend Joswe or his home enough! if I could give more stars, I would!

The host was great, we loved the cozy room and amenities. The shower was very clean and nice. Great spot for if you’re just passing through.

One of the best Airbnbs I have stayed at. It was beautifully decorated and super clean. Had everything I needed to feel comfortable and at home. The host was extremely responsive. The parking was a bit difficult but would not deter me from staying there again. Very close to downtown, about 10 minutes. Highly recommend.

This exquisite MCM GEM in Berwyn was the perfect home base for us while visiting Chicago. Every corner is curated with unique and authentic MCM touches, all with the contemporary creature comforts one could want and then some. Everything was sparkling clean and April was a superb host. We hope to come again, & highly recommend!!

Great

Great 3-night stay. Home was clean, spacious and comfortable, with all listed amenities. Host was responsive and helpful. I could hear the Pink Line trains as the track is close, but my sleep wasn't interrupted at all. Would stay there again.

Christopher’s place was perfect for our needs! The place was very roomy, the kitchen and bathroom was spotless and spacious, and the bed was comfortable. The neighborhood was quiet and calm with more than enough easy and free parking. The metro was less than a 10 minute walk which was perfect for us getting in and out of the city easily. They also allowed us to drop off our luggage before check in hours which we greatly appreciated. Needless to say, we enjoyed our stay and would strongly recommend staying here.

I had a wonderful stay at this cozy garden apartment! The space was exactly as described—clean, comfortable, and thoughtfully set up with everything I needed. I especially appreciated how quiet and peaceful the neighborhood was, yet still close to everything. The location made it easy to get around, but it also felt like a relaxing retreat after a busy day. The setting added a nice touch of charm and tranquility. I’d definitely stay here again—highly recommended!

Hena's place is located a short walk from the 18th St in the Pilsen district. Very nice neighborhood and plenty of good restaurants to choose from. The unit was clean, convenient and I would consider returning in the future.

The space is exactly as described. Loved how close it was to public transportation. The space is great for a weekend away.

This place was perfect for our stay. It is in a great location with a lot to do nearby. Although the building is older, the unit itself is extremely nice and spacious. It was very clean and Ensavi was so kind and responsive. This is such a steal compared to the prices of hotels nearby. Highly recommend!

Lovely basement studio in very nice neighborhood. Easy drive to nearby neighborhoods or downtown area. Highly recommend if you’re looking for a comfortable stay!

Benjamin's place fit my needs exactly: super comfortable bed, clean bathroom, lots of surfaces for keeping stuff organized. Benjamin was super responsive upon check-in which is so helpful. I will definitely be staying there again!

Truly a five star experience. The nicest furnished Airbnb we have stayed in and we have over 30 rentals for comparison. The only thing that keeps it from being the nicest overall is we have stayed at places that had spectacular views and this was mostly rooftops. Service at the Walton was top notch.

We had a great time here. The place is really cozy and located in a nice neighborhood with plenty of stuff in walking distance. Totally worth it.

My daughter and I stayed at Izakaya Studio on a recent visit to Chicago. The studio is great and Brett made it so easy to locate everything we needed to make our stay enjoyable. The next time we stay I hope to spend more time exploring the neighborhood because there were so many restaurants and shops to choose from (lots of open-air patios and decks which would be so nice during the summer season). The walk to the blue line El stop felt safe and quick. We loved the studio's layout. The kitchen and bedroom areas were separate and Brett has two big, comfy chairs for relaxing, and ample island space for eating or using as a work space. My daughter had some virtual work meetings and the Wi-Fi was reliable. The kitchen was well stocked with everything you'd need for meal prep. We ate out each day, but our delicious breakfast take-out came from a place right up the street called Yolk. I highly recommend the Izakaya Studio for a relaxing and fun visit to Chicago.

Great stay at Anne’s place. She was very communicative and went out of her way to ensure we were comfortable. We would definitely recommend to anyone coming to the Chicago area!

The time spent here was wonderful. This place has everything you need to feel at home away from home. Everything was clean and comfortable. The area was also really nice with tons of food and drinks within walking distance. The blue line is a short walk away and the busses run on the corner. I would definitely stay here again when coming back to Chicago.

Matt is a great host. Open, responsive and informative…everything you want really when on vacation

Walid was very kind, and the place is exactly as described. The beds are incredibly comfortable, and overall, the space is very pleasant. I definitely recommend it!

This is a WONDERFUL one bedroom apartment that is both private and spacious! The owner/host has the space fabulously decorated with an eclectic mix of original contemporary artwork and antiques. Nothing is generic about the space and it has been outfitted for guests with loving care. The host, Kaye, clearly puts much trust in her guests with her charming decor and furnishings. The amount of space, the privacy and the home-y feel make it a place we'd love to return to.

Susan’s home was comfortable, clean, well-equipped, and aesthetically pleasing. The bed I slept in was one of the most comfortable of my entire life—I prefer a soft mattress. As far as location goes, the street was quiet, good for walking our dog, and close enough to public transport. Plenty of buses were available. We used street parking for our car and never had problems with finding a close spot to the house whenever we did take the car out. We enjoyed the stay greatly and will stay again. Thank you, Susan!